A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Southwest Florida holiday rentals

A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

1. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (155 reviews)
"Great location, clean and comfortable"
United States
Jodi
The price is ฿2,824
฿3,149 total
includes taxes & fees
11 Oct - 12 Oct
StudioRes by Marriott Fort Myers Airport
A beach with a view of the ocean and a sunset.

2. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,160 reviews)
"Great location"
United States
Nicole
The price is ฿9,025
฿10,063 total
includes taxes & fees
8 Oct - 9 Oct
Island Inn
A beach with a thatched-roof structure, palm trees, and a view of the sea.

3. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,338 reviews)
"Excellent,clean y quiet"
United States
Carmen
The price is ฿5,879
฿6,584 total
includes taxes & fees
30 Oct - 31 Oct
The Suites at Fishermen’s Village
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

4. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,090 reviews)
"Clean room, AC was Perfect, and deck view was amazing"
United States
Carlos
The price is ฿3,965
฿9,921 total
includes taxes & fees
6 Oct - 7 Oct
Lovers Key Resort
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,924 reviews)
"Great stay."
United States
Angie
The price is ฿5,550
฿7,498 total
includes taxes & fees
12 Oct - 13 Oct
Edison Beach House
A pool area with a waterfall feature, lounge chairs, and palm trees.

6. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,941 reviews)
"Amazing resort,"
United States
kurt
The price is ฿5,391
฿6,964 total
includes taxes & fees
6 Oct - 7 Oct
Tropical Beach Resorts
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

7. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,026 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is ฿3,235
฿5,844 total
includes taxes & fees
12 Oct - 13 Oct
Flamingo Inn
A beachside area with colorful beach houses, a dock, and a sandy beach.

8. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is ฿4,440
฿7,468 total
includes taxes & fees
13 Oct - 14 Oct
Matlacha Tiny Village
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

9. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is ฿3,845
฿13,580 total
includes taxes & fees
6 Oct - 7 Oct
Noel Real Estate
A beach with a clear sky, palm trees, and a sunlit ocean.

10. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (977 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is ฿6,148
฿18,876 total
includes taxes & fees
6 Oct - 7 Oct
GullWing Beach Resort
A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

11. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,710 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is ฿11,952
฿15,534 total
includes taxes & fees
6 Oct - 7 Oct
Sundial Beach Resort & Spa
A bedroom with a bed, a ceiling fan, a wall-mounted artwork, and a closet with louvered doors.

12. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

2 Mi to Six Mile Preserve! Family Getaway w/ Pool
3.0 star property
Fort Myers
The price is ฿5,269
฿15,946 total
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Six Mile Preserve! Family Getaway w/ Pool
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

13. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (474 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is ฿5,760
฿7,290 total
includes taxes & fees
6 Oct - 7 Oct
Pelican Post at Anna Maria Island Inn
A water slide in a pool area with a rocky backdrop and a small waterfall.

14. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.2 out of 10, Wonderful, (10 reviews)
"I would stay again, very accommodating"
United States
Deliondra
Cedar Run Resort - Roam Hospitality
A compact laundry room with a washing machine, dryer, and a drying rack.

15. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is ฿4,829
฿14,562 total
includes taxes & fees
12 Oct - 13 Oct
Dreams Away - Sleeps 10 Pool Golf Fun
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

16. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (687 reviews)
"Great stay!!"
United States
Genghis
The price is ฿6,184
฿6,988 total
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

17. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (188 reviews)
"Great place with a bunch of little touches that put it above and beyond"
United States
Rafe
The price is ฿7,521
฿8,498 total
includes taxes & fees
2 Nov - 3 Nov
SeaSpray Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Florida Hotel Reviews

Sanibel Island Beach Resort

Sanibel Island Beach Resort

8/10 Good
"We took a one night trip to Sanibel for our 30th anniversary. Aesthetically the room was just fine. Beautiful location with private beach. Perfect if you are looking to do some shelling. I will say that a few things that caused me from giving it five stars would be that of the three places we stayed over our anniversary vacation, all which knew that it was a celebration, this was the only place that didn’t acknowledge it in any way. Both of the other hotels we stayed at along the way either left us a bottle of bubbly or a nice note or something of that nature. The lady who took care of my call request requesting a late check out was very nice, but the gentleman on the day of check-in seemed annoyed."
rebecca 1-night trip
Posted less than an hour ago
Sanibel Island Beach Resort

Find out more about Southwest Florida

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